Freeport is a decent sized town in NW Illinois, just west of Rockford. The town refers to itself as "the pretzel capital of the world" even though the only pretzels you can buy there are at the 24 hour Walmart. It's high school mascot is even a pretzel. Freeport has many problems. For example, the most exciting thing to do is to see all of the crap that goes on in the dilapidating town. STDs, prostitution, and teen pregnancy are a major problem. This is partly do to the fact that everyone is bored over there, so they just have sex with anyone they can find. However, Freeport does have an interesting part in history: A Lincoln-Douglas debate took place there.

A relatively small city located in Northwest Illinois. Sadly enough, Freeport is the biggest city in Stephenson County and the population was 26,443 at the 2000 census.
In 1858, the second debate between Abraham Lincoln and Stephen A. Douglas took place in Freeport. Whoop.
This city has been named Pretzel City USA, although there is no longer any pretzel bakery OR factory and there is more than one high school in the US (hell, in Illinois) with a pretzel as the mascot.
This town is full of hicks, potheads, and 'gangsters'.

Freeport has a high rate for teen pregnancy and STD's, because the teenagers located in Freeport have nothing better to do than have sex with each other. In 2009 alone, 246 cases of Chlamydia were reported. Gross.
Freeport's main attraction is the Walmart. Other than the wonderful 24-Hour Walmart, there is nothing to do and nowhere to go.

Person 1: "I partied in Freeport the other day, and now it hurts to pee!"

Preppy town in Maine that has a huge shopping area of various outlets. Volvo station wagons, polo's, and frappucino's are a necessity. Known (state-wide) for the cross country, and skiing teams. Also the home to L.L. Bean

Home of the pretzel. A small lame city with a lot of bars; about 45min north west of Rockford, IL an 20min south of Monroe, WI. There is nothing special about this town, it just recently got a 24/7 walmart in 2008. It is trying to grow bigger, but its in the middle of nowhere. Amazing that it has a ghetto though, because the city isn't really that big; you could probably go anywhere in the city in about 20min.

A small town in Maine, is the home to many outlet shops, if you have any of the following you will fit in: A condo up at Sugarloaf, Volvo/Saab/SUV, You wear polo's(collar popping is a necessity), Snowboard or Ski, Have read the book Prep(and enjoyed it), and go to Starbuck's at least 3 times a week.

An upscale, predominantly preppy town in the state of Maine. Collars are popped, Polo means Ralph Lauren, North Face rules the winter, and you drive around the town in your SUV drinking your Frappucino. Saying someone is 'Freeport' is a compliment, if you like preps.